Water → HCID 69457249、化合物

HRID 1351965ノート

反応式

HRID 1351965 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH2:11][C@H:12]([N:14]1[CH2:18][C@@H:17]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[O:16][C:15]1=[O:26])[CH3:13].C(N(CC)CC)C.[C:34](Cl)(=[O:37])[CH2:35][CH3:36].O>O1CCCC1>[Cl:25][C:21]1[CH:20]=[C:19]([C@H:17]2[O:16][C:15](=[O:26])[N:14]([C@H:12]([CH3:13])[CH2:11][C:7]3[C:6]4[C:10](=[C:2]([NH:1][C:34](=[O:37])[CH2:35][CH3:36])[CH:3]=[CH:4][CH:5]=4)[NH:9][CH:8]=3)[CH2:18]2)[CH:24]=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 69458120HCID 69458120、化合物

生成物 1

HCID 69457249HCID 69457249、化合物収率 104.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of (5R)-3-((1R)-2-(7-amino-1H-indol-3-yl)-1-methylethyl)-5-(3-chlorophenyl)-1,3-oxazolidin-2-one (28.4 mg, 0.0768 mmol) in tetrahydrofuran (1 mL) are added triethylamine (13.5 μL, 0.0969 mmol) and propionyl chloride (8 μL, 0.0921 mmol) under nitrogen atmosphere, and the mixture is stirred at room temperature for 1 hour. The reaction solution is poured into water, and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, and dried over anhydrous sodium sulfate. The solvent is evaporated, and the obtained crude product is purified by preparative thin layer chromatography (n-hexane:ethyl acetate=1:1) to give the title compound (34.3 mg, yield: 100%).

後処理

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe organic layer is washed with a saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent is evaporated
  5. customthe obtained crude product
  6. customis purified by preparative thin layer chromatography (n-hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-44397f83b9104faebe59addc51aa42b9
出典データセット
uspto-grants-2007_05
特許番号
US07217724B2

反応ノート

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